1653 Main Street

South Windsor, CT
$ 1,350,000 Beds 4 Baths 2.5 Sq 3,584
Monthly Estimate* How much can I afford?

Turn-key luxury on nearly 6 private acres meets irreplaceable New England character. This fully renovated historic estate delivers modern comfort with zero compromises - new structural beams, all-new electrical, plumbing, complete HVAC, and a Generac hookup, so every major system is already done. The chef's kitchen is the showpiece: professional BlueStar appliances, a Miele espresso machine, a two-zone wine fridge, and a butler's pantry. The deluxe primary suite includes reclaimed wood flooring and its own new full bath, and a custom office with built-ins makes working from home effortless. Every room simply feels right - high ceilings, grand millwork, and seven working fireplaces set the tone throughout, perfect for hosting or quiet nights in. A one-of-a-kind central staircase, with its original spiral-turned balusters, anchors the home as a true architectural centerpiece. Set back from quiet, historic Main Street, an expansive stone terrace and retaining walls against landscaped, private grounds - just minutes from town, Bradley airport, and access to NYC / Boston. A rare bonus: this move-in-ready National Register Georgian Colonial (c. 1757-58) is a celebrated Grant family home, connecting it to the family of Ulysses S. Grant. With its own dedicated Wikipedia page, original wood paneling, and one of the finest surviving CT River Valley doorways, it remains an important piece of New England architecture - modern luxury layered over genuine, documented American history.

Single Family

  • Price
  • $ 1,350,000
  • City
  • South Windsor
  • Bedrooms
  • 4
  • Full Bathrooms
  • 2
  • County
  • Hartford
  • Half Bathrooms
  • 1
  • Area
  • Lot Size
  • 5.47 Acres
  • Zip
  • 06074
  • Sqr Footage
  • 3,584
  • Year Built
  • 1757
  • Taxes
  • $ 14541
  • Style
  • MLS#
  • 24187374
Listed By: Jacob Wint 413-531-1535 with William Pitt Sotheby's Int'l. - (860) 777-1800
Data Source: Smart MLS

Features

General

Zoning A40
Neighborhood East Windsor Hill
County Hartford
Tax Year July 2026-June 2027
Property Type Single Family For Sale
Status Active
Acres 5.47
Directions Main St South Windsor
High School Per Board of Ed
City South Windsor
Elementary School Per Board of Ed
Sq Ft Total 3584
DOM 36
Year Built 1757
Style Antique
Year Built Source Public Records
Energy Features Extra Insulation,Generator Ready

Interior Features

Cooling System Central Air,Zoned
Total Rooms 12
Basement Description Full,Full With Hatchway

Exterior Features

Water Source Private Well
Lot Description Level Lot,Rolling
Color Green

Amenities

  • Foreclosure
  • Views
  • Short Sale
  • New Construction
  • Adult 55+
  • Lease To Own
  • No HOA Fees
  • Furnished
  • Primary On Main
  • Air Conditioning
  • Seller Finance
  • Green
  • Fixer Upper
  • Horse
  • Golf
  • Fireplace
  • Deck
  • Garage
  • Basement
  • Pool

Affordability Calculator

$3,786

Per Month

Based on the average sale price from the Torrington, CT office

  • Monthly Principal & interest $2,658
  • Monthly Property Taxes $1,062
  • Monthly Home Insurance $67
Adjust Payment Options
Agent Photo

Let's determine your purchasing power. Working with my mortgage partner, you'll have the information you need to shop for a home with confidence.

Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA, or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

Schools

Elementary School Per Board of Ed Elementary School
Middle School Unknown Middle School
High School Per Board of Ed High School

Price History

6/27/2026 Listed $1,450,000
8/25/2026 7% - $1,350,000

Property vs Zip Code Average in 06074

Price
AVG $500K
$1.35M
Taxes
AVG $10,886
$14,541
Year Built
AVG 1966
1757

1653 Main Street South Windsor, CT is a Single Family Home for sale at $1350000 with 3584 sqft and a lot size of 5.47 Acres Acre(s). 1653 Main Street South Windsor has 4 bedrooms, 2 baths and was built in 1757. The property's zip code is 06074 which is in South Windsor, CT

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

All information deemed reliable, but not guaranteed, and should be independently verified. The real estate information and related content displayed on this site is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.